Arnaud Fontaine defeated Timothy Aerts 7-6 3-6 6-3 in the France F9 round of 32 on clay. The upset overturned the form book — Timothy Aerts came in leading the head-to-head 3–1. Arnaud Fontaine narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-01-02 | France 1 Masters 1 | R32 | clay | Arnaud Fontaine | 6-1 6-7 6-3 |
| 1998-06-15 | Netherlands Masters 3 | R16 | clay | Timothy Aerts | 7-5 4-6 7-6 |
| 1997-08-02 | Belgium Masters 1 | R32 | clay | Timothy Aerts | 1-6 6-3 6-4 |
| 1997-02-01 | France 2 Masters 4 | R32 | clay | Timothy Aerts | 4-6 6-2 6-1 |